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tl;dr

No, it's not possible in a reasonable amount of time, using Tasks 7.21.0

Details

I've spent more than 45 minutes on this today - half an hour of which was after receiving the sample files, for which thanks again.

My conclusion is that the request functionality is not currently possible in Tasks, unless someone is already familiar with the Obsidian API.

What next?

You are welcome to create a Feature Request on the Tasks plugin, if you would like this to be considered for implementation in future.

If I were less unwell I might have been able to make some progress, but I really should focus on getting better.

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@claremacrae
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scope: scripting Issues to do with custom filters, custom sorting and similar scope: frontmatter Anything to do with YAML frontmatter, also known as Obsidian properties
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